Photoredox Generation of N-Centered Hydrazonyl Radicals Enables the Construction of Dihydropyrazole-Fused gem-Difluoroalkenes

被引：39

作者：

Gao, Qi-Sheng ^{[1
]}

Niu, Zhuo ^{[2
,3
]}

Chen, Yang ^{[1
]}

Sun, Jing ^{[1
]}

Han, Wei-Ying ^{[2
,3
]}

Wang, Jing-Yun ^{[1
]}

Yu, Miao ^{[1
]}

Zhou, Ming-Dong ^{[2
,3
]}

机构：

[1] Liaoning Petrochem Univ, Sch Petrochem Engn, Fushun 113001, Peoples R China

[2] China Med Univ, Hosp 1, Dept Surg Oncol & Gen Surg, Shenyang 110001, Peoples R China

[3] China Med Univ, Minist Educ, Key Lab Precis Diag & Treatment Gastrointestinal, Shenyang 110001, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 15期

基金：

中国国家自然科学基金;

关键词：

F BOND ACTIVATION; C-F; DEFLUORINATIVE ALKYLATION; TRIFLUOROMETHYL ALKENES; LIGHT; FUNCTIONALIZATION; MONOFLUOROALKENES; HYDROAMINATION; REAGENTS; CASCADE;

D O I：

10.1021/acs.orglett.1c02275

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient visible-light-promoted N-radical-mediated tandem radical cyclization/defluorinated alkylation of beta,gamma-unsaturated hydrazones, and alpha-trifluoromethyl alkenes is described. This protocol provides a general and effective route to synthesize various dihydropyrazole-fused gem-difluoroalkenes at moderate to excellent yields under redox-neutral, metal-free, and mild conditions.

引用

页码：6153 / 6157

页数：5

共 2 条

[1] Photocatalytic Generation of N-Centered Hydrazonyl Radicals: A Strategy for Hydroamination of β,γ-Unsaturated Hydrazones
Hu, Xiao-Qiang
Chen, Jia-Rong
Wei, Qiang
Liu, Feng-Lei
Deng, Qiao-Hui
Beauchemin, Andre M.
Xiao, Wen-Jing
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (45) : 12163 - 12167
[2] Photoredox Generation of Carbon-Centered Radicals Enables the Construction of 1,1-Difluoroalkene Carbonyl Mimics
Lang, Simon B.
Wiles, Rebecca J.
Kelly, Christopher B.
Molander, Gary A.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (47) : 15073 - 15077

← 1 →